Liquid-crystalline medium

Patent metadata

Field	Value
Publication number	US-9951274-B2
Application number	US-201414574788-A
Country	US
Kind code	B2
Filing date	Dec 18, 2014
Priority date	Dec 19, 2013
Publication date	Apr 24, 2018
Grant date	Apr 24, 2018

Abstract

The invention relates to compounds of the formula I, to a liquid-crystalline medium which comprises at least one compound of the formula I,

in which

R 1 , R 1 *, L 1 , L 2 , L 3 and L 4 have the meanings indicated herein,

and to the use thereof for an active-matrix display, in particular based on the VA, PSA, PS-VA, PM-VA, PALC, IPS, PS-IPS, SA-VA, SS-VA, FFS or PS-FFS effect.

First claim

The invention claimed is:

1. A liquid-crystalline medium based on a mixture of polar compounds, comprising at least one compound selected from the group of compounds of formulae I-2, I-5 and I-6:

in which
alkyl denotes a straight-chain alkyl radical having 1-5 C atoms,
alkenyl denotes a straight-chain alkenyl radical having 2-5 C atoms,
alkoxy and alkoxy*each, independently of one another, denote a straight-chain alkoxy radical having 1-5 C atoms, and
L 1 and L 2 each, independently of one another, denote F or Cl; and
20-50% by weight of the compound of the formula CC-3-V:

2. The liquid-crystalline medium according to claim 1 , wherein said medium comprises at least one compound of the formulae I-1, I-3, I-4, and I-7 to I-31,

in which
alkyl and alkyl* each, independently of one another, denote a straight-chain alkyl radical having 1-6 C atoms,
alkenyl and alkenyl* each, independently of one another, denote a straight-chain alkenyl radical having 2-6 C atoms,
alkoxy and alkoxy*each, independently of one another, denote a straight-chain alkoxy radical having 1-6 C atoms, and
L 1 and L 2 each, independently of one another, denote F or Cl.

3. The liquid-crystalline medium according to claim 1 , wherein said medium additionally comprises one or more compounds selected from the group of the compounds of formulae IIA, IIB and IIC,

in which
R 2A , R 2B and R 2C each, independently of one another, denote H, an alkyl radical having up to 15 C atoms which is unsubstituted, monosubstituted by CN or CF 3 or at least monosubstituted by halogen, where, in addition, one or more CH 2 groups in these radicals are each optionally replaced by —O—, —S—,

 —C≡C—, —CH═CH—, —CF 2 O—, —OCF 2 —, —OC—O— or —O—CO— in such a way that O atoms are not linked directly to one another,
L 1-4 each, independently of one another, denote F or Cl,
Z 2 and Z 2′ each, independently of one another, denote a single bond, —CH 2 CH 2 —, —CH═CH—, —CF 2 O—, —OCF 2 —, —CH 2 O—, —OCH 2 —, —COO—, —OCO—, —C 2 F 4 —, —CF═CF—, or —CH═CHCH 2 O—,
p denotes 0, 1 or 2,
q denotes 0 or 1,
(O)C v H 2v+1 denotes C v H 2v+1 or OC v H 2v+1 , and
v denotes 1 to 6.

4. The liquid-crystalline medium according to claim 1 , wherein said medium additionally comprises one or more compounds of formula III,

in which
R 31 and R 32 each, independently of one another, denote a straight-chain alkyl, alkoxyalkyl or alkoxy radical having up to 12 C atoms,

 denotes

 and
Z 3 denotes a single bond, —CH 2 CH 2 —, —CH═CH—, —CF 2 O—, —OCF 2 —, —CH 2 O—, —OCH 2 —, —COO—, —OCO—, —C 2 F 4 —, —C 4 H 9 —, or —CF═CF—.

5. The liquid-crystalline medium according to claim 1 , wherein said medium additionally comprises one or more compounds of formulae L-1 to L-11,

in which
R, R 1 and R 2 each, independently of one another, denotes H, an alkyl radical having up to 15 C atoms which is unsubstituted, monosubstituted by CN or CF 3 or at least monosubstituted by halogen, where, in addition, one or more CH 2 groups in these radicals are each optionally replaced by —O—, —S—,

 —C≡C—, —CH═CH—, —CF 2 O—, —OCF 2 —, —OC—O— or —O—CO— in such a way that O atoms are not linked directly to one another,
alkyl denotes an alkyl radical having 1-6 C atoms,
(O)-alkyl denotes alkyl or O-alkyl,
alkyl denotes an alkyl radical having 1-6 C atoms, and
s denotes 1 or 2.

6. The liquid-crystalline medium according to claim 1 , wherein said medium additionally comprises one or more terphenyls of formulae T-1 to T-21,

in which
R denotes a straight-chain alkyl or alkoxy radical having 1-7 C atoms,
(O)C m H 2m+1 denotes C m H 2m+1 or OC m H 2m+1
m denotes 0, 1, 2, 3, 4, 5 or 6, and
n denotes 0, 1, 2, 3 or 4.

7. The liquid-crystalline medium according to claim 1 , wherein said medium additionally comprises one or more compounds of formulae O-1 to O-17,

in which
R 1 and R 2 each, independently of one another, denotes H, an alkyl radical having up to 15 C atoms which is unsubstituted, monosubstituted by CN or CF 3 or at least monosubstituted by halogen, where, in addition, one or more CH 2 groups in these radicals are each optionally replaced by —O—, —S—,

 —C≡C—, —CH═CH—, —CF 2 O—, —OCF 2 —, —OC—O— or —O—CO— in such a way that O atoms are not linked directly to one another.

8. The liquid-crystalline medium according to claim 1 , wherein said medium additionally comprises one or more indane compounds of formula In,

in which
R 11 , R 12 , R 13 denote a straight-chain alkyl, alkoxy, alkoxyalkyl or alkenyl radical having 1-5 C atoms,
R 12 and R 13 additionally may also denote halogen,

 denotes

 and
i denotes 0, 1 or 2.

9. The liquid-crystalline medium according to claim 1 , wherein the proportion of compounds of formulae I-2, I-5, and I-6 in the mixture as a whole is 1-30% by weight.

10. The liquid-crystalline medium according to claim 1 , wherein said medium additionally comprises one or more compounds from the following formulae

11. The liquid-crystalline medium according to claim 1 , wherein said medium further comprises at least one polymerizable reactive mesogen compound.

1

Assignees

• Merck Patent Gmbh

Inventors

• Hirschmann Harald
• Bauer Monika
• Windhorst Martina
• Reuter Marcus
• Reiffenrath Volker
• Bremer Matthias

Classifications

• C09K2019/0407

  containing a carbocyclic ring, e.g. dicyano-benzene, chlorofluoro-benzene or cyclohexanone · CPC title

• C09K19/0403 Primary

  the structure containing one or more specific, optionally substituted ring or ring systems · CPC title

• C09K2019/3009

  Cy-Ph · CPC title

• C09K19/12

  at least two benzene rings directly linked, e.g. biphenyls · CPC title

• C09K2019/0411

  containing a chlorofluoro-benzene, e.g. 2-chloro-3-fluoro-phenylene-1,4-diyl · CPC title